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Drivers Contract Jobs in Wisconsin (NOW HIRING)

Contract Transport Services LLC

Driver Manager

Green Bay, WI · On-site

$46K - $55K/yr

  • Medical

  • Dental

  • Vision

  • Life

  • Retirement

  • PTO

This role serves as the primary point of contact for drivers, supporting their success while delivering excellent service to customers. ESSENTIAL FUNCTIONS * Coordinate load assignments with planners ...

BROSLOT88

Great for Family First Drivers

Milwaukee, WI · On-site

Class A Driver Opportunity Great for retired FedEx or UPS drivers! If you are looking to keep your ... Dedicated contract ensures year-round work * Be home daily A & A Services and Transportation ...

CIE TRANSPORT INC

Be Seen First

CDL A Driver - Regional

Milwaukee, WI · On-site

$1.7K - $2.5K/wk

  • Medical

Provide excellent customer service while handling UPS mail contracts and other freight. Qualifications * Valid CDL Class A license. * Minimum of 2 years of CDL Class A driving experience. * Must be ...

SRS Distribution, Inc.

CDL Driver

Madison, WI · On-site

  • Medical

  • Dental

  • Vision

  • Life

  • Retirement

  • PTO

The CDL Driver at SRS ensures safety, timely delivery of building materials to job sites, verifies ... contract of service covering the engagement.

Southern Shingles

CDL Driver

Madison, WI

  • Medical

  • Dental

  • Vision

  • Life

  • Retirement

  • PTO

The CDL Driver at SRS ensures safety, timely delivery of building materials to job sites, verifies ... contract of service covering the engagement.

Southern Shingles

CDL Driver

Green Bay, WI

  • Medical

  • Dental

  • Vision

  • Life

  • Retirement

  • PTO

The CDL Driver at SRS ensures safety, timely delivery of building materials to job sites, verifies ... contract of service covering the engagement.

SRS Distribution, Inc.

CDL Driver

Green Bay, WI · On-site

  • Medical

  • Dental

  • Vision

  • Life

  • Retirement

  • PTO

The CDL Driver at SRS ensures safety, timely delivery of building materials to job sites, verifies ... contract of service covering the engagement.

SRS Building Products - Madison

CDL Driver

Eau Claire, WI · On-site

$23.51 - $29.90/hr

  • Medical

  • Dental

  • Vision

  • Life

  • Retirement

  • PTO

... contract of service covering the engagement. Benefits * Competitive salaries for all team members paid weekly * 401(k) Retirement Plan with company matching * Employee Stock Purchase Program * Paid ...

SRS Building Products - Howard

CDL Driver

Howard, WI · On-site

$23.51 - $29.90/hr

  • Medical

  • Dental

  • Vision

  • Life

  • Retirement

  • PTO

... contract of service covering the engagement. Benefits * Competitive salaries for all team members paid weekly * 401(k) Retirement Plan with company matching * Employee Stock Purchase Program * Paid ...

SRS Building Products - Madison

CDL Driver

Milwaukee, WI · On-site

$23.51 - $29.90/hr

  • Medical

  • Dental

  • Vision

  • Life

  • Retirement

  • PTO

... contract of service covering the engagement. Benefits * Competitive salaries for all team members paid weekly * 401(k) Retirement Plan with company matching * Employee Stock Purchase Program * Paid ...

SRS Building Products - Madison

CDL Driver

Madison, WI · On-site

$23.51 - $29.90/hr

  • Medical

  • Dental

  • Vision

  • Life

  • Retirement

  • PTO

... contract of service covering the engagement. Benefits * Competitive salaries for all team members paid weekly * 401(k) Retirement Plan with company matching * Employee Stock Purchase Program * Paid ...

SRS Building Products - Madison

CDL Driver

Kenosha, WI · On-site

$23.51 - $29.90/hr

  • Medical

  • Dental

  • Vision

  • Life

  • Retirement

  • PTO

... contract of service covering the engagement. Benefits * Competitive salaries for all team members paid weekly * 401(k) Retirement Plan with company matching * Employee Stock Purchase Program * Paid ...

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All JobsDrivers Contract JobsDrivers Contract Jobs in Wisconsin

Drivers Contract information

What is the difference between Drivers Contract vs Delivery Driver?

AspectDrivers ContractDelivery Driver
CredentialsDriver's license, possibly commercial licenseDriver's license, sometimes specialized for certain vehicles
Work EnvironmentVaries; may include long-term employment, company vehiclesOn-the-road deliveries, often flexible hours
Employer & Industry UsageUsed by logistics, transportation companies for contractual rolesCommon in retail, food delivery, courier services
Search & Comparison IntentPeople comparing contractual vs permanent driving rolesPeople looking for delivery job opportunities

Drivers Contract roles typically involve formal agreements with specific terms, often with a company or logistics provider, and may include benefits. Delivery Drivers usually focus on transporting goods or food, often with flexible hours and less formal contracts. Understanding these differences helps job seekers find roles that match their credentials and work preferences.

How to be a drivers contract?

To establish a drivers contract, both parties should agree on terms such as compensation, work hours, responsibilities, and duration, often documented in a written agreement. Drivers typically need a valid driver's license, relevant vehicle insurance, and may require a clean driving record or specific certifications depending on the type of driving job. Ensuring clarity on expectations helps create a legally binding and enforceable contract.

What are the most commonly searched types of Drivers jobs in Wisconsin?

The most popular types of Drivers jobs in Wisconsin are:

Drivers Contract jobs near you
Infographic showing various Drivers Contract job openings in Wisconsin as of August 2026, with employment types broken down into 1% As Needed, 64% Full Time, 34% Part Time, and 1% Contract. Highlights an 99% Physical, and 1% Remote job distribution.

Driver Manager

Contract Transport Services LLC

Green Bay, WI • On-site

$46K - $55K/yr

Full-time

Medical, Dental, Vision, Life, Retirement, PTO

Re-posted 9 days ago

Job description

The Driver Manager is responsible for overseeing and coordinating the daily activities of assigned drivers to maximize productivity, ensure on-time service, and maintain compliance with safety and regulatory requirements. This role serves as the primary point of contact for drivers, supporting their success while delivering excellent service to customers.
ESSENTIAL FUNCTIONS
  • Coordinate load assignments with planners and dispatch drivers on pre-planned loads
  • Monitor, track, and communicate with drivers throughout the day via phone, GPS systems and other tools.
  • Ensure on-time delivery (OTD) performance and proactively address service disruptions
  • Manage driver check calls, ETAs, PTAs, and RTAs350 solo miles per day or 600 team miles per day per day per truck
  • Track and locate missing paperwork and ensure all documentation is completed accurately

  • Communicate schedules, expectations, and updates clearly to drivers
  • Serve as the primary liaison between drivers and internal departments (customer service, safety, maintenance, etc.)
  • Address driver concerns, payroll inquiries, and operational issues in a timely manner
  • Promote a positive, productive relationship with drivers to support retention and engagement
  • Promote a strong safety culture and ensure compliance with DOT and Hours of Service (HOS) regulations
  • Monitor driver hours to prevent violations and ensure safe operations
  • Coordinate with safety and maintenance teams regarding equipment issues, delays, or breakdowns
  • Ensure preventative maintenance is completed on all assigned equipment
  • Facilitate truck swaps as needed.
  • Audit, review, and approve driver timecards and payroll data
  • Maintain payroll records, spreadsheets, and supporting documentation
  • Resolve payroll discrepancies and respond to driver pay inquiries
  • Manage vacation requests, bonus calculations, and payroll compliance
  • Accurately document service issues and operational updates in systems (e.g., TMW)

Benefits:
  • 401(k)

  • Dental insurance
  • Employee discount
  • Health insurance
  • Health savings account
  • Life insurance
  • Paid time off
  • Retirement plan
  • Vision insurance

Equal Opportunity Employer
This employer is required to notify all applicants of their rights pursuant to federal employment laws.
For further information, please review the Know Your Rights notice from the Department of Labor.

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